Kevin O'Leary: podcast appearances and interviews

Terrence Thomas Kevin O'Leary, born on July 9, 1954, is a Canadian businessman and television personality often known by his self-styled nickname Mr. Wonderful. He has appeared on various Canadian television shows including The Lang and O'Leary Exchange as well as the reality show Dragons' Den. Since 2009, O'Leary has been a investor on the American television program Shark Tank. He hosted Discovery Channel's Project Earth in 2008 and has also made a feature film debut as Milton Rockwell in the movie Marty Supreme in 2025. O'Leary co-founded SoftKey Software Products, a technology firm specializing in software for family education and entertainment. During the late 1980s and 1990s, SoftKey expanded through hostile takeover bids, acquiring companies such as Compton's New Media, the Learning Company, and Broderbund, eventually rebranding as The Learning Company. The company was acquired by Mattel in 1999, which resulted in significant losses and shareholder lawsuits targeting O'Leary's management. The sale netted him approximately six million dollars, but he was subsequently fired by Mattel. O'Leary also engaged in politics; he campaigned for leadership of the Conservative Party of Canada in 2017 but withdrew a month before the election due to insufficient support in Quebec. He holds Canadian, Irish, and Emirati citizenship and resides in Miami, Florida.